Holiday rentals with a pool in Okaloosa County

Paradise By The Pool unit #1011

Enjoy our Paradise by the Pool. Pet friendly, Beautifully decorated, spacious, and all the amenities needed for a stress free vacation. We have 5 pools with 3 hot tubs on the property, one of which is a 20 feet from your door. Tennis, pickle ball courts, a free 9 hole, 3 par golf course on property, beach service includes free setup of 2 chairs and an umbrella. Private beach is 1100 feet long, Louisiana Lagniappe Restaurant, Ricks Sand beach bar and grill are located on beach property as well.

3min walk to private beach, saltwater spa & pool

"destinhaven" - Escape to a luxurious vacation retreat, newly renovated to offer absolute comfort. Revel in a private heat able saltwater pool & jetted spa, perfectly set with a large outdoor dining area. Two levels of back balconies provide breathtaking views of serene nature. The deck & porch with a grilling area is ideal for family BBQs. Enjoy a peaceful walk to your private beach access without needing a golf cart. Experience true relaxation with all these amenities tailored just for you

3107 Stunning Lagoon Poolside Villa ~Book May 5th!

One of only 14 Exclusive Poolside Villas! Welcome to the Villa Cabana Royale! 1450 sq ft of open concept space, with a walk in/ walk out setup, double sliding doors to bring the outdoors in. This poolside villa cabana sleeps 6 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens along side the gorgeous lagoon pool. The Villa Cabana Royale has 2 huge bedrooms, 2 King Beds, single chair bed, queen sofa sleeper. 4 beds in total. 65" Inch Smart TVs

FREEGolfCart!/Private pool/Walktobeach! Sleeps 10!

Find yourself in Hidden Paradise, a curated cottage home in Destin's highly sought-after Crystal Beach. Featuring a complimentary 6 seater golf cart, the 2 blocks to the sugar sand beach is a breeze. Come home to a private pool and full-sized fenced backyard for some bbq on the grill or a game of cornhole. 3 bedrooms. Sleeps 10. Provided mini-crib and highchair...bring the family! Its the little things that help make big memories, and thats what is awaiting at Hidden Paradise!

#1 4BR HUGE PET Friendly Home w/ your own pool!

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

Cozy Condo. Sunrise and Sunset

Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

Poolside Paradise! Book your ‘25 Getaway!

Poolside Paradise is perfectly located across from the resort pool in this highly sought after gated community. This 3 story, 6 bedroom and 3.5 bathroom home has been newly updated and is perfect for any type of beach vacation. It has 2 king bedrooms, 2 queen bedrooms, 2 bunk rooms. This spacious home also has 2 living areas, mini bar on second floor, 2 private balconies, state of-the-art kitchen, laundry room and is 3 1/2 blocks from the beach!

Casablanca: Brand New Luxury 5BR w/private pool.

This brand new stylish 4-story place to stay is perfect for group and family trips. Features a large entertainment area with a heated pool on the ground level, the top floor deck for spectacular views of the Gulf and Destin, and nothing but spacious living areas in between. The house offers quick walking access to the beach and all the restaurants and entertainment that Destin has to offer are a short drive away. Come enjoy this perfect getaway.

Luxury Villa w/ Pool & Beach Access – Vet Owned!

Villa Loggia is a true beach retreat designed to bring the inside out. Well appointed 3 bedrooms, 3 baths w/Jacuzzi tub in master bath. You will enjoy 9 sets of French doors, high ceilings, shuttered windows, transoms, and ceiling fans throughout the home. Only yards from the beach, 3 community pools, 2 lakes, 24hr security, deeded beach access, shuffle board, tennis courts. pickle-ball, and private beach chairs available to rent!